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Synthesis of 11C-methionine through gas phase iodination using Synthra MeIPlus synthesis module

Treść / Zawartość
Identyfikatory
Warianty tytułu
Konferencja
Proceedings of the Warsaw Medical Physics Meeting 2014 (2014 ; 15-17 May ; Warsaw, Poland)
Języki publikacji
EN
Abstrakty
EN
A method of 11C-methionine synthesis using ‘bubbling’ method is presented. 11C-methionine was synthesized via 11C methylation from L-cysteine thiolactone (2 mg) in a 300 L solution of 2:1:1 (v/v) 1 M NaOH, ethanol, and water at ambient temperature (85°C, 5 min). The radiochemical purity of radiotracer was higher than 99% and enantiomeric purity (L-11C-methionine) was 91.6 ± 0.4%. The fi nal product met the requirements of European Pharmacopoeia monograph. The proposed 11C-methionine synthesis is a reliable tool for routine manufacturing in clinical applications and animal studies.
Czasopismo
Rocznik
Strony
29--33
Opis fizyczny
Bibliogr. 20 poz., rys.
Twórcy
autor
  • Heavy Ion Laboratory, University of Warsaw, 5a Pasteura Str., 02-093 Warsaw, Poland, Tel.: +48 22 554 6214
autor
  • Heavy Ion Laboratory, University of Warsaw, 5a Pasteura Str., 02-093 Warsaw, Poland, Tel.: +48 22 554 6214
autor
  • Faculty of Physics, University of Warsaw, 69 Hoża Str., 02-093 Warsaw, Poland
Bibliografia
  • 1. Cavuoto, P., & Fenech, M. F. (2012). A review of methionine dependency and the role of methionine restriction in cancer growth control and life-span extension. Cancer Treat. Rev., 38, 726–736.
  • 2. Lodi, F., Malizia, C., Castellucci, P., Cicoria, G., Fanti, S., & Boschi, S. (2012). Synthesis of oncological [11C] radiopharmaceuticals for clinical PET. Nucl. Med. Biol., 39, 447–460.
  • 3. Jacobs, A. H., Thomas, A., Kracht, L. W., Li, H., Dittmar, C., Garlip, G., Galldiks, N., Klein, J. C., Sobesky, J., Hilker, R., Vollmar, S., Herholz, K., Wienhard, K., & Heiss, W. D. (2005). 18F-fluoro-L-thymidine and 11C-methionine as markers for increased transport and proliferation in brain tumors. J. Nucl. Med., 46, 1948–1958.
  • 4. Pirotte, B., Goldman, S., Massager, N., David, P., Wikler, D., Vandesteene, A., Salmon, I., Brotchi, J., & Levivier, M. (2004). Comparison of 18FFDG and 11C methionine for PET-guided stereotactic brain biopsy of gliomas. J. Nucl. Med., 45, 1293–1298.
  • 5. Pötzi, C., Becherer, A., Marosi, C., Karanikas, G., Szabo, M., Dudczak, R., Kletter, K., & Asenbaum, S. (2007). [11C] Methionine and [18F] fl uorodeoxyglucose PET in the follow-up of glioblastoma multiforme. J. Neurooncol., 84, 305–314.
  • 6. Hasebe, M., Yoshikawa, K., Ohashi, S., Toubaru, S., Kawaguchi, K., Sato, J., Mizoe, J., & Tsujii, H. (2010). A study on the prognostic evaluation of carbon ion radiotherapy for head and neck adenocarcinoma with C-11 methionine PET. Mol. Imaging Biol., 12, 554–562.
  • 7. Matsuo, M., Miwa, K., Tanaka, O., Shinoda, J., Nishibori, H., Tsuge, Y., Yano, H., Iwama, T., Hayashi, S., Hoshi, H., Yamada, J., Kanematsu, M., & Aoyama, H. (2012). Impact of [11C]methionine positron emission tomography for target defi nition of glioblastoma multiforme in radiation therapy planning. Int. J. Radiat. Oncol. Biol. Phys., 82, 83–89.
  • 8. Comar, D., Cartron, J., Maziere, M., & Marazano, C. (1976). Labelling and metabolism of methionine--methyl-11C. Eur. J. Nucl. Med., 1, 11–14.
  • 9. European Pharmacopoeia, 8th ed. (2014).
  • 10. Application no. G004503 Supelco: HPLC Analysis of Methionine Enantiomers on Astec® CHIROBIOTIC ® T.
  • 11. Pascali, C., Bogni, A., Iwata, R., Decise, D., Crippa, F., & Bombardieri, E. (1999). High effi ciency preparation of L-[S-methyl-11C]methionine by on-column [11C] methylation on C18 Sep-Pak. J. Label. Compd. Radiopharm., 42, 715–724. DOI: 10.1002/(SICI)1099-1344(199908)42:8<715.
  • 12. Lodi, F., Rizzello, A., Trespidi, S., Di Pierro, D., Marengo, M., Farsad, M., Fanti, S., Al-Nahhas, A., Rubello, D., & Boschi, S. (2008). Reliability and reproducibility of N-[11C]methyl-choline and L-(S--methyl-[11C])methionine solid-phase synthesis: a useful and suitable method in clinical practice. Nucl. Med. Commun., 29, 736–740.
  • 13. Gómez, V., Gispert, J. D., Amador, V., & Llop, J. (2008). New method for routine production of L--[methyl-11C]methionine: in loop synthesis. J. Label. Compd. Radiopharm., 51, 83–86.
  • 14. Cheung, M. K., & Ho, C. L. (2009). A simple, versatile, low-cost and remotely operated apparatus for [11C]acetate, [11C]choline, [11C]methionine and [11C] PIB synthesis. Appl. Radiat. Isot., 67, 581–589.
  • 15. Lodi, F., Trespidi, S., Di Pierro, D., Marengo, M., Farsad, M., Fanti, S., Franchi, R., & Boschi, S. (2007). A simple Tracerlab module modifi cation for automated on-column [11C]methylation and [11C] carboxylation. Appl. Radiat. Isot., 65, 691–695.
  • 16. Pascali, C., Bogni, A., Cucchi, C., Laera, L., Crispu, O., Maiocchi, G., Crippa, F., & Bombardieri, E. (2011) Detection of additional impurities in the UV-chromatogram of L-[S-methyl-11C]methionine. J. Radioanal. Nucl. Chem., 288, 405–409.
  • 17. Schmitz, F., Plenevaux, A., Del-Fiore, G., Lemaire, C., Comar, D., & Luxen, A. (1995). Fast routine production of L-[11C-methyl]methionine with Al2O3KF. Appl. Radiat. Isot., 46(9), 893–897.
  • 18. Kobayashi, M., Hashimoto, F., Ohe, K., Nadamura, T., Nishi, K., Shikano, N., Nishii, R., Higashi, T., Okazawa, H., & Kawai, K. (2012). Transport mechanism of 11C-labeled L- and D-methionine in human-derived tumor cells. Nucl. Med. Biol., 39(8), 1213–1218.
  • 19. Fukumura, T., Nakao, R., Yamaguchi, M., & Suzuki, K. (2004). Stability of 11C labeled PET radiopharmaceuticals. Appl. Radiat. Isot., 61, 1279–1287.
  • 20. Bogni, A., Bombardieri, E., Iwata, R., Cadini, C., & Pascali, C. (2003). Stability of L-[S-methyl-11C] methionine solutions. J. Radioanal. Nucl. Chem., 256, 199–203.
Uwagi
PL
Opracowanie ze środków MNiSW w ramach umowy 812/P-DUN/2016 na działalność upowszechniającą naukę.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-62444f56-db0d-4e35-830d-ee5753bf7ab5
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